9, 9-di-(gamma-aminopropyl)-fluorene



Patented May 25,1943

UNITED STATES PATENT OFFICE 9,9-DI- ('y-AMINOPROP'YL) -FLUORENE Herman A. Bruson, Philadelphia, Pa., assignor to The Resinous Products & Chemical Company, Philadelphia, Pa., a corporation of Delaware No Drawing. Application April 4, 1942, Serial No. 437,678

1 Claim.

This invention relates to 9,9-di('y-aminopropyD-fluorene, a new compound having the formula- WW? c HzNCHzCHzCH: CHzCHaCHaNH:

This substance is a valuabl intermediate for the preparation of synthetic resins.

9,9-di-(v-aminopropyl)-fiuorene can be prepared by catalytic reduction of 9,9-di-(fi-cyanoethyl) -fluorene which is obtained by condensing fiuorene with acrylonitrile as described in my copending application, Serial No. 391,501, filed May 2, 1941, Pat. No. 2,280,058, issued Apr. 21,

1942, of which this application is a continuationin-part. The reduction can be carried out by dissolving 9,9-di-(fi-cyanoethyl)-flu0rene in an inert solvent such as dioxane or alcohol, mixing the solution with a hydrogenating catalyst, such as finely divided active nickel, and subjecting the mixture to hydrogen under a superatmospheric' pressure, such as 500 to 2,000 pounds per square inch at an elevated temperature, preferably from the two nitrile group are reduced to primary amino groups.

A mixture of parts of pure 9,9-di-(B-cyanoethyl) -fluorene, 5 parts of Raney nickel for hydrogenation, and parts of ethanol was shaken in a bomb heated to 100-120" C. for about eight about 75 to C. Under these conditions the 30 fluorezm fiuorene ring remains unhydrogenated whereas HERMAN A. BRUSON. 

